US20080287299A1 - Use of Imidazole and/or Triazole Derivatives for Combating Plant Pests; as Well as Method for Controlling Diseases/Insects/Mites/Nematodes and Weeds, Particularly Foliar and/or Soil Diseases - Google Patents

Use of Imidazole and/or Triazole Derivatives for Combating Plant Pests; as Well as Method for Controlling Diseases/Insects/Mites/Nematodes and Weeds, Particularly Foliar and/or Soil Diseases Download PDF

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US20080287299A1
US20080287299A1 US11/908,429 US90842906A US2008287299A1 US 20080287299 A1 US20080287299 A1 US 20080287299A1 US 90842906 A US90842906 A US 90842906A US 2008287299 A1 US2008287299 A1 US 2008287299A1
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Prior art keywords
soybeans
diseases
spp
plants
active compound
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US11/908,429
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Jose Geraldo Martins Dos Santos
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FMC Quimica do Brasil Ltda
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FMC Quimica do Brasil Ltda
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Assigned to FMC QUIMICA DO BRASIL LTDA reassignment FMC QUIMICA DO BRASIL LTDA ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: SANTOS, JOSE GERALDO MARTINS
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

Definitions

  • the present invention relates to the use of imidazole and/or triazole derivatives for controlling fungus diseases and combating pests and weeds in the agricultural environment, and/or for preparing a fungicide/insecticide/herbicide/nematicide useful in the treatment of seeds, foliar and/or soil diseases against attacks of pests in plants.
  • Application BR 0307334-3 describes the use of alkoxylated amines for enhancing the activity of fungicidal formulations containing triazoles, and also of formulations containing one or more fungicidal triazoles and alcokxylated amines. These formulations are useful for protecting any living or non-living material such as crops, plants, fruits, seeds, objects made of wood, roofs or the like, biodegradable and textile materials, from deterioration due to the action of fungi.
  • compositions for combating pests on plants, animals and sanitary compositions, for use in forests, horticulture and silos contain a pyrethrum-type insecticide with an active insecticidal ingredient and at least one fungicidal ingredient that inhibits the biosynthesis of ergosterol, as an active enhancing agent, as well as, optionally, piperonylbutoxide and other actives.
  • Document WO 2003/051116 discloses a microencapsulated insecticide that is prepared by oil-in-water interfacial polymerization, said insecticide being solid at room temperature and pressure and having limited solubility ion organic solvents.
  • Various release systems for dispensing the microencapsulated insecticide to a field animal are also described.
  • a preferred release system is an organic dispersion of the microencapsulated insecticide, an oil-in-water emulsion being prepared by emulsifying the product of the oil-in-water interfacial polymerization method to a continuous organic phase.
  • Patent WO 01/95723 discloses parasiticidal compositions comprising an imidazole and/or triazole and a physiologically acceptable carrier, the imidazole being selected from one or more groups consisting of clotrimazole, ketoconazole and miconazole, and the triazole being selected from one or more groups consisting of fluconazole and itraconazole.
  • WO 03/007878 discloses sordarin derivatives prepared from C-11-hydroxysordarin as antifungal agents useful in the treatment and/or prevention of infections in humans and animals, as well as in controlling phytopathogenic fungus in plantations.
  • one of the objectives of the present invention is to provide the use of specific imidazole and/or triazole derivatives for combating pests on plants and/or cultures thereof and/or for preparing a fungicide/insecticide/herbicide/nematicide useful in the treatment of seeds, foliar and/or soil diseases against attacks of pests in plants.
  • Another objective of the present invention is to provide methods of applying said imidazole and/or triazole derivatives in the control of diseases/insects/mites/nematodes and weeds, particularly foliar and/or soil diseases.
  • the present invention discloses the use of specific imidazole and/or triazole derivatives, selected from the group consisting of:
  • ketoconazole (i) cis-1-acetyl-4-(4-((2-(2,4-dichloro-phenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxyl)phenyl)piperazine, namely ketoconazole, of the structural formula:
  • fluconazole is particularly preferred.
  • These compounds exhibit healing, preventive and eradicative properties for protecting plants, and may be used for inhibiting or destructing infections caused in an isolated way or concomitantly by fungi on plants or parts thereof (flowers, fruits, tubercles or roots) of different crops. They may also be used for treating plant-propagation material, specially seeds, fruits, tubercles and grains with a view to protect them against soil fungi.
  • compositions of the present invention are effective against the attack by Phakopsora pachyrhizi, Pyricularia ssp, Helminthosporium spp, Fusarium ssp, Septoria spp, Cercospora ssp, Rhynchosporium spp, Collectotrichum spp, Pythium spp, Phomopsis spp, Phytophthora spp, Peronospora spp, Pestalotia spp, Sclerotina spp, Alternaria spp, Drechslera spp, Penicilium spp, Apsergillus spp or Ramularia spp.
  • the active compounds of the present invention may be used for protecting or eradicating phytopathogenic fungi, which affect various crops.
  • the species of crops that can be embraced by the scope of protection of the present invention may be selected from: cereals (wheat, rye, oats, barley, rice, transgenic rice, mutagenic rice and sorghum); fruits (apple, pear, peach, strawberry, mulberry, citrus, mango, papaya, banana, grape); leguminous plants (beans, transgenic beans, soybeans, peas, transgenic soybeans); oleaginous plants (canola, sunflower, coconut), cucurbitaceous (cucumber, pumpkin, melon and water-melon); fibrous plants (cotton, transgenic cotton and jute); vegetables (lettuce, cabbage, spinach, carrot, asparagus, onion, garlic, tomato, potato) or plants such as corn, transgenic corn, tobacco, coffee, sugar-cane, tea, rubber tree, eucalyptus,
  • the method of controlling diseases/insects/mites/nematodes and weeds, particularly foliar diseases and/or soil diseases, comprise the preventive and/or healing treatment and/or the application of effective amounts of said imidazole and/or triazole derivatives to the place (crop of target) to be protected and/or to the insect of pest itself.
  • the ranges employed vary according to the crop. For the treatment of seeds, one recommends from 5 to 500 grams of the active compound(s) for 100 kg of seed. For foliar treatment, each crop requires a specific dose of the active compound(s), generally from 20 to 500 grams of the active compound(s) per hectare. For use in the soil, the amount may range from 100 to 500 grams of active compound(s) per hectare.
  • a) Preventive Mode 40 days after plantation of the soybeans in plastic 2-liter pots and with corresponding volumes of soil, the soybean plants were at the V6 stage with seven expanded folioles. At this moment, the compounds were sprayed and then, 48 hours afterwards, inoculation of the rust was effected. To effect the inoculation, one prepared a suspension of Phakopsora uredospores at the concentration of 2 ⁇ 10 4 spores/milliliters.
  • Equipment a manual sprayer commonly used in agriculture with 2-litre capacity.
  • Dosages 200 to 500 grams per hectare of the active compound ketoconazole per liter diluted in water.
  • Ketoconazole from the dose of 200 grams of active ingredients per hectare (Table 1), imparts effectiveness for controlling soybean rust and exhibited potential to be used as an alternative in controlling soybean rust.
  • a) Preventive Mode 40 days after plantation of the soybeans in plastic 2-liter pots and with corresponding volumes of soil, the soybean plants were at the V6 stage with seven expanded folioles. At this moment, the compounds were sprayed and then, 48 hours afterwards, inoculation of the rust was effected. To effect the inoculation, one prepared a suspension of Phakopsora uredospores at the concentration of 2 ⁇ 10 4 spores/milliliters.
  • Equipment a manual sprayer commonly used in agriculture with 2-liter capacity.
  • Dosages 50 to 500 grams per hectare of the active compound Fluconazole per liter diluted in water.
  • Evaluations of the Effectiveness of the Product The evaluations were made every 5 days after application of the product, in a total of 4 evaluations. As an evaluation parameter one utilized the severity of the disease (percentage of foliar area attacked by rust) according to the diagrammatic scale of the EMBRAPA ( FIG. 1 ).
  • Fluconazole from 50 grams of active ingredients per hectare (Table 2) proved to be effective in controlling soybean rust and exhibited potential for use as a fungicide in controlling this disease.
  • a) Preventive Mode 40 days after plantation of the soybeans in plastic 2-liter pots and with corresponding volumes of soil, the soybean plants were at the V6 stage with seven expanded folioles. At this moment, the compounds were sprayed and then, 48 hours afterwards, inoculation of the rust was effected. To effect the inoculation, one prepared a suspension of Phakopsora uredospores at the concentration of 2 ⁇ 10 4 spores/milliliters.
  • Equipment a manual sprayer commonly used in agriculture with 2-liter capacity.
  • Dosages 50 to 500 grams per hectare of the active compound Itraconazole per liter diluted in water.
  • Evaluations of the Effectiveness of the Product The evaluations were made every 5 days after application of the product, in a total of 4 evaluations. As an evaluation parameter one utilized the severity of the disease (percentage of foliar area attacked by rust) according to the diagrammatic scale of the EMBRAPA ( FIG. 1 ).
  • Itraconazole from 50 grams of active ingredient per hectare (Table 3) proved to be effective in controlling soybean rust and exhibited potential for use as a fungicide in controlling this disease.
  • Equipment a manual sprayer commonly used in agriculture with 2-liter capacity.
  • Dosages 50 to 300 grams per hectare of the active compound Itraconazole per liter diluted in water.
  • Evaluations of the Effectiveness of the Product The evaluations were made every 7 days after application of the product, in a total of 4 evaluations. As an evaluation parameter one utilized the severity of the disease (percentage of foliar area attacked by rust) according to FIG. 1 ).
  • Equipment a manual sprayer commonly used in agriculture with 2-liter capacity.
  • Dosages 50 to 300 grams per hectare of the active compound Itraconazole per liter diluted in water.
  • Evaluations of the Effectiveness of the Product The evaluations were made every 7 days after application of the product, in a total of 4 evaluations. As an evaluation parameter one utilized the severity of the disease (percentage of foliar area attacked by rust) according to FIG. 1 ).
  • Voriconazole from 50 grams of active ingredient per hectare (Table 5) proved to be effective in controlling soybean rust and exhibited potential for use as a fungicide in controlling this disease.
  • Equipment a manual sprayer commonly used in agriculture with 2-liter capacity.
  • Dosages 50 to 300 grams per hectare of the active compound Voriconazole per liter diluted in water.
  • Evaluations of the Effectiveness of the Product The evaluations were made every 7 days after application of the product, in a total of 4 evaluations. As an evaluation parameter one utilized the severity of the disease (percentage of foliar area attacked by rust) according to FIG. 1 ).
  • Pozaconazole from 50 grams of active ingredient per hectare (Table 6) proved to be effective in controlling soybean rust and exhibited potential for use as a fungicide in controlling this disease.
  • Ketoconazole indicated as compound FF-4800
  • Fluconazole indicated as compound FF-4900
  • Itraconazole indicated as compound FF-4901
  • pests selected from Phakopsora pachyrhizi, Pyricularia ssp, Helminthosporium spp, Fusarium ssp, Septoria spp, Cercospora ssp, Rhynchosporium spp, Collectotrichum spp, Pythium spp, Phomopsis spp, Phytophthora spp, Peronospora spp, Pestalotia spp, Sclerotina spp, Alternaria spp, Drechslera spp, Penicilium spp, Apsergillus spp and Ramularia spp in crops of wheat, soybean, rice, cotton and potato.
  • Microsprayer directed jet (see FIG. 5C )
  • the experimental outlining was random, in blocks, with 13 treatments and 4 repetitions. Each plot consisted of 6 lines of 6 m, spaced 0.45 m.
  • the culture traits were suited to the good development of the soybean crop, uniformly applied in the whole experiment.
  • the spraying was effected in stadiums R3 and R5.1, with coast CO 2 sprayer provided with a JA-02-type beak, under a pressure of 0.31 MPa (45 psi), using 110 L of broth per ha.
  • the plants were presenting the beginning of rust symptoms at their foliar areas.
  • the rust was evaluated by analysing the percentage of foliar area affected by the disease, according to Godoy et al., in the plants of the three central lines. Evaluationa related to soybean injury and severity were effected in 14 and 21 days after the first application (DDA), by means of visual observation of the leaves of the plot plants.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pretreatment Of Seeds And Plants (AREA)
US11/908,429 2005-03-16 2006-03-16 Use of Imidazole and/or Triazole Derivatives for Combating Plant Pests; as Well as Method for Controlling Diseases/Insects/Mites/Nematodes and Weeds, Particularly Foliar and/or Soil Diseases Abandoned US20080287299A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
BRPI0501146-9 2005-03-16
BRPI0501146-9A BRPI0501146A (pt) 2005-03-16 2005-03-16 composição fungicida/inseticida/herbicida/nematicida, uso de derivados de imidazóis e/ou trazóis no combate de pragas agrìcolas, método para preparação da referida composição, bem como método para controle de doenças/insetos/ácaros/nematóides e plantas daninhas, particularmente de doenças foliares e/ou de solos
PCT/BR2006/000047 WO2006096949A2 (en) 2005-03-16 2006-03-16 Use of imidazole and/or triazole derivatives for combating plant pests; as well as method for controlling diseases/insects/mites/nematodes and weeds, particularly foliar and/or soil diseases

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US (1) US20080287299A1 (zh)
CN (1) CN101141881A (zh)
BR (2) BRPI0501146A (zh)
UY (1) UY29422A1 (zh)
WO (1) WO2006096949A2 (zh)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11197479B2 (en) 2018-08-23 2021-12-14 Globachem Nv Use of silthiofam for the treatment of soybean rust
US11937601B2 (en) 2020-08-13 2024-03-26 Globachem Nv Method for treatment of soybean rust

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BRPI1000361B1 (pt) * 2010-02-05 2017-04-11 Rotam Agrochem Int Co Ltd composição fungicida, seu uso e métodos de prevenção e/ou combate a dano patogênio ou dano por pragas em uma planta
AU2011248053B2 (en) 2010-05-05 2015-11-05 Stockton (Israel) Ltd. Combinations of antifungal compounds and tea tree oil
IN2014MN00093A (zh) 2011-06-19 2015-06-19 Viamet Pharmaceuticals Inc
CN106135227A (zh) * 2016-07-05 2016-11-23 如东众意化工有限公司 一种嘧菌酯和环丙唑醇复配的悬浮剂及其制备方法
CN107873712B (zh) * 2017-11-08 2021-07-27 长江大学 咪唑类抗真菌医药作为杀菌剂在农作物病害防治上的新用途
US20210007355A1 (en) * 2018-03-26 2021-01-14 Upl Ltd Fungicidal combinations
US20210022343A1 (en) * 2018-03-26 2021-01-28 Upl Ltd Fungicidal combinations
CN108849919B (zh) * 2018-06-06 2021-01-29 长江大学 抗真菌医药在农作物病害防治上的新用途
CN109329288A (zh) * 2018-11-09 2019-02-15 青岛农业大学 伏立康唑在制备用于防治植物病原菌的杀菌剂中的应用
CN109744246A (zh) * 2019-01-07 2019-05-14 青岛农业大学 伊曲康唑在制备用于防治植物病原菌的杀菌剂中的应用
CN114190392B (zh) * 2021-12-29 2023-03-10 河北中保绿农作物科技有限公司 一种包含苯醚甲环唑和酮康唑的杀菌组合物及其应用

Citations (1)

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US20030060371A1 (en) * 2000-12-22 2003-03-27 Monsanto Technology, L.L.C. Method of improving yield and vigor of plants by treatment with diazole, triazole and strobilurin-type fungicides

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US5506251A (en) * 1994-11-16 1996-04-09 Rohm And Haas Company Synergisic insecticidal compositions
MY130685A (en) * 2002-02-05 2007-07-31 Janssen Pharmaceutica Nv Formulations comprising triazoles and alkoxylated amines

Patent Citations (1)

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Publication number Priority date Publication date Assignee Title
US20030060371A1 (en) * 2000-12-22 2003-03-27 Monsanto Technology, L.L.C. Method of improving yield and vigor of plants by treatment with diazole, triazole and strobilurin-type fungicides

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11197479B2 (en) 2018-08-23 2021-12-14 Globachem Nv Use of silthiofam for the treatment of soybean rust
US11937601B2 (en) 2020-08-13 2024-03-26 Globachem Nv Method for treatment of soybean rust

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BRPI0501146A (pt) 2006-10-31
WO2006096949A2 (en) 2006-09-21
UY29422A1 (es) 2006-10-31
WO2006096949A3 (en) 2007-05-24
BRPI0606275A2 (pt) 2009-06-09
WO2006096949A8 (en) 2007-09-27
CN101141881A (zh) 2008-03-12

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